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In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Cragsmoor cottages

Children's area
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Cottage in Goshen

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
9.8 out of 10, Exceptional, (11)
"Overall Great"
United States
Nick H.
$283 nightly
The price is $295
Dec 11 - Dec 12
Total with taxes and fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Exterior
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cottage in Kerhonkson

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
9.4 out of 10, Exceptional, (12)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
$270 nightly
The price is $273
Jan 8 - Jan 9, 2026
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
House (1 Bedroom) | Interior
Hike & Fish: Outdoor Retreat Near Trails

Cottage in Westbrookville

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
$272 nightly
The price is $308
Dec 30 - Dec 31
Total with taxes and fees
Hike & Fish: Outdoor Retreat Near Trails
Exterior
Secluded Couples Spa Sanctuary with HotTub!

Cottage in Kerhonkson

Secluded Couples Spa Sanctuary with HotTub!
9.0 out of 10, Wonderful, (8)
"We had a great stay at Fern Pond. The property offers a relaxing, quiet detox from the city. It is about 20-30 minutes from a grocery store but there’s also a bunch of Farm stands in between. The yard was great for our pup as well. Excellent stay, we will be back! "
United States
Ashley J.
$520 nightly
The price is $582
Dec 11 - Dec 12
Total with taxes and fees
Secluded Couples Spa Sanctuary with HotTub!
Exterior
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Cottage in Bloomingburg

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
10.0 out of 10, Exceptional, (1)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
$190 nightly
The price is $214
Dec 11 - Dec 12
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Exterior
Hello Small Stone

Cottage in Middletown

Hello Small Stone
9.6 out of 10, Exceptional, (5)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
$372 nightly
The price is $421
Dec 11 - Dec 12
Total with taxes and fees
Hello Small Stone
TV
Retro Cottage in Accord

Cottage in Accord

Retro Cottage in Accord
$256 nightly
The price is $286
Dec 23 - Dec 24
Total with taxes and fees
Retro Cottage in Accord
House (1 Bedroom) | Interior
High Falls Restorative Cabin in the Woods!

Cottage in High Falls

High Falls Restorative Cabin in the Woods!
3.0 star property
$433 nightly
The price is $482
Dec 22 - Dec 23
Total with taxes and fees
High Falls Restorative Cabin in the Woods!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cragsmoor Hotel Reviews

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"Clean room and easy check in. "
Melanie 2-night trip
Posted 3 days ago
Hampton Inn by Hilton Middletown

Find out more about Cragsmoor

Cragsmoor Cottages information

Number of reviews
37
Accommodation
73 Cottages
Lowest Price
$214
Highest Price
$582

Frequently asked questions

Why book your cottage in Cragsmoor with Expedia?
Expedia has some terrific cottages in Cragsmoor, so start packing your bags for an unforgettable stay on nature's doorstep. If you have a certain budget, click on how much you'd like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a pool or a kitchen. We'll help you find the right fit whatever your escape looks like.
How can I find cheap cottages in Cragsmoor?
The quickest way to spot cheap cottages in Cragsmoor is with Expedia's filter tool. Tailor your search results by amenities, budget and star rating to discover awesome rates with only a few clicks.
What is there to do in Cragsmoor near my cottage?
If you want to see the sights of Cragsmoor, pay a visit to Sam's Point Preserve. It's a winner among locals and tourists alike.

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